
Villa holiday rentals in Leeward
Find and book unique villas on Airbnb
Quick stats about villa rentals in Leeward

Total holiday rentals
Explore 150 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at $212 AUD per night before taxes and fees

Verified guest reviews
Over 2,620 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
150 of Leeward holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Leeward rentals

4.8 Average rating
Leeward stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated villa rentals in Leeward
Guests agree: These villas are highly rated for location, cleanliness and more.

Cheers 🥂 Villa 🌴
Beautiful private Villa in a superb location,surrounded with🌴.Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is a bright and inviting getaway, ideal for relaxing moments and quality time during your stay. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space. 🚧 in the neighborhood.

Ideal Honeymoon Villa
Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

Stunning Villa - short walk to Sapodilla Beach
The Villa is located just a 5 min walk for Sapodilla beach. A stylish two bedroom villa, both with ensuite bathrooms and Balinese bathtubs. The Villa has its own private swimming pool in its own garden space. Located near Las Brises restaurant on Chalk Sounds. Chalk Sound is a stunning Sea glass blue, Aqua) I’m sure you’ll find your own words to describe the color. The property is located approximately quarter of a mile from Taylor Bay beach and approximately 300 feet from sapodilla Beach.

Gated Villa + Private Pool• Walk to GraceBay Beach
Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach + shopping, dining, night-life, “Incredible space! Loved the outdoor/indoor living combo and comfy veranda.” Sarah Burton, OH, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a PRIVATE pool perfect for relaxation, sunbathing, enjoying some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

Charming Villa 360° Beach Nearby + Hot Tub
Perched above the stunning turquoise waters of Providenciales, Villa 360 offers breathtaking panoramic views that define a dream getaway in Turks and Caicos. Awaken each morning to captivating vistas and relax in the hot tub while watching boats on the sea. The modern, fully equipped kitchen allows you to whip up culinary delights, while spacious common areas provide the perfect backdrop for relaxation. Discover the ultimate escape at Villa 360, where every moment is a slice of paradise.

Sea Sun Relax - villa 5 min walk to Grace Bay
Location, location, location! Stay at this recently renovated 1,650 sq. feet, 2 bedrooms, 2 baths Caribbean house with a large private pool, close to the beach, in the prestigious Leeward gated community at the eastern tip of Providenciales island, in the beautiful Turks and Caicos. Also, another queen bed is inside a mini-cottage. The house is within 0.5 KM / 5-6 min. walk from Sunset beach and Perlican beach ( as well as the Grace Bay beach that is one of the best in the world).

Villa DelEvan 4A / 1-bedrm Beach front villa
Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Blanca: Taylor Bay Beach-Ocean View
Get away from it all on a beautiful white powdery half-moon shaped beach! The villa offers spectacular turquoise ocean views and dreamy sunsets from the terrace & pool. A private/gated path brings you to the beach in 30 steps where your loungers await you. Located in the prestigious Sunset Bay Community, offering nightly private security patrol & guards. The Island Escapes Villa Managers will meet & greet you and offer an unparalleled level of service during your stay.

NEW *2 BR Villa Kiwi- BBQ- Pool in Grace Bay Beach
This crisp and clean newly built Grace Bay villa is perfect for a family trip, girls' getaway, or couples' retreat on honeymoon. Featuring 2 king bedrooms, 2.5 baths, a private pool and a balcony, it offers modern luxury and tranquility. Just 5 min from Grace Bay beach (0.8 mile), restaurants, and shops, the villa boasts stylish interiors, premium amenities, and a lush backyard with palm trees, bougainvillea, and poolside chilling. Book your dream escape today!

Swan Villa-2br 2Bath
This stunning canal-front villa, located in the prestigious Leeward neighborhood, offers a luxurious retreat. This villa features two bedrooms, two and a half bathrooms, a fully equipped kitchen, and a spacious living room, accommodating up to four guests with a king and queen bed. Please note that the owner keeps a boat at the dock. Occasionally, the captain or an assistant may stop by to clean or perform routine maintenance on the boat. (Edit June 7th, 2026)

Perfect Oceanside Haven for Honeymooners!
THIS IS BUNGALOW #4 PLEASE SEE NUMBERED AERIAL PHOTO FOR REFERENCE! Simply put PARADISE! Swaying Palms is a set of (12) luxurious romantic single bedroom Beachfront Bungalows located on beautiful Long Bay Beach. Our Bungalows share a generous 554 feet of beachfront making it the lowest density resort on the island. While still being in a quiet and romantic spot, only a 5-minute drive to Grace Bay and all the restaurants, grocery stores, shops, and Casino.
Popular amenities for Leeward villa rentals
Private villa rentals

Love Villa

Caya Villa 1 - 2 Bedroom - Modern Island Home

Boutique Villa w Private Beach Chairs on Grace Bay

White Villas - Villa Near Ocean + Private Pool (6)

Sun Villa-Family friendly Villa Close to the Beach

Hakuna Matata Villa

Grace House Amazing home in the heart of Grace Bay

3 Bedrooms Villa Near The Beach
Luxury villa rentals

Contemporary 3 Bed 2.5 Bath Villa minutes from the

Luxury 2 bedroom Villa with ocean view

Townhome Villa – Steps to Grace Bay (Sleeps 4)

Private Pool Villa w/ Firepit, Outdoor Dining

Waterfront 3BR Villa w/ Pool, Canal View , Parking

WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool

White Osprey Villa

Villa Jayla
Villa rentals with a pool

Kokoon 60% OFF Summer PrivatePool OceanView SunSet

Pet-Friendly Villa, Pool, Fire Pit, BBQ & Patios

Ocean Dream 2 Br Villa Blue

Our Home on the Water - I Land Time Villa

Luxury Modern villa with pool

‘My Little Hideaway’ at Lucayan Cays

Blue Flamingo Villa - Paradise Is a Lifestyle!

Secluded 3 BR Villa on Taylor Bay -Place De La Sol
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